Patent GB-404327-A (GB)
Title: Improvements in the colouration of cellulose ester or ether materials
IPC: D06P3/34
Filed: 1932-05-03
Abstract: Cellulose esters or ethers, dyeing; azo dyes, forming on the material; amino-5 : 6-benzocarbazole.--Materials made of or containing cellulose esters or ethers are dyed, printed, stencilled or otherwise coloured by applying thereto a coupling component in the free state and thereafter coupling with a diazotized amino of the general formula R1.NH.R2, wherein R1 and R2 represent aromatic residues of which at least one contains a diazotizable amino group and wherein such residues are or are not further united by a direct linkage or through an atom or group, such as -S-, -O-, -CH2- or -CO-. The processes of Specifications 394,317 and 404,363 are disclaimed. The colourations so obtained are blue to black and fast to light in presence of acid fumes.  Specified diazo components are 4-amino- and 4 : 4<1>-diamino-diphenylamine, 4 - amino - 4<1> - ethoxy (or methoxy) - diphenylamine, 4 - amino - 3 : 4<1> - dimethoxy - diphenylamine, 4 - amino - 3 - methyl - 4<1> - methoxy - diphenylamine 4 - amino - 2<1> - methyl (or methoxy or ethoxy) - diphenylamine, 4-amino-2<1>-chloro-diphenylamine, 1-, 2-, 3- or 4-amino-carbazole, 2 : 7-diamino-carbazole, halogen, alkoxy or nitro derivatives of amino-carbazoles, e.g. 2-amino-3 : 6-dichloro-carbazole, 2 : 7-diamino - 3 : 6 - dichloro - carbazole, amino - carbazoles substituted in the imide group, e.g. 3-amino-N-ethyl-carbazole, and the amino-carbazole obtainable by reducing the product of nitration of 5 : 6-benzo-carbazole. Specified coupling components are (a) arylamides of 2 : 3-oxynaphthoic acid or of its nuclear substitution products, e.g. of its 6-amino-, 6-alkylamino-, 6-arylamino- or 6-bromo-derivatives, (b) arylamides of other oxynaphthoic acids, e.g. of 1-oxy-7-arylamino-3-naphthoic acid or of 1 : 4-oxynaphthoic acid, (c) arylamides of oxycarboxylic acids of the p  carbazole series, e.g. of carbazole-2-oxy-3-carboxylic acid, obtainable as described in Specification 303,901, [Class 2 (iii), Dyes &c.], (d) arylamides of oxycarboxylic acids of the naphthocarbazole series, e.g. the acids obtainable from 5-, 6- or 7-oxy-2 : 1-naphthocarbazole or 5-oxy-1 : 2-naphthocarbazole as described in Specification 330,643, [Class 2 (iii), Dyes &c.], (e) arylamides of oxycarboxylic acids of the benzene series, e.g. of salicylic or of o-, m- or p-cresotinic acid, (f) arylamides of oxycarboxylic acids of diphenyl, diphenylamine, benzophenone or diphenylsulphone, e.g. 3-oxydiphenylamine-4-carboxylic acid, 4-oxy-benzophenone - 3 - carboxylic acid, 4 - oxy - diphenylsulphone-3-carboxylic acid, or homologues or halogen or other substitution products of such acids, (g) N-aracyl or other acyl derivatives of aromatic amino-oxy compounds such as aminophenols, aminonaphthols or aminooxycarbazoles, e.g. the benzoyl, urea or other acidyl derivatives of 2 : 3- or 1 : 7-aminonaphthol, (h) b -naphthol, (i) compounds containing the -CH2.CO- group, e.g. pyrazolones or the b -ketoacidylamino compounds of Specification 300,929, [Class 2 (iii), Dyes &c.]. The arylamides may be derived from any desired aromatic amines, e.g. from aniline, o- or p-toluidine, xylidines, or halogen, nitro or alkoxy substitution products of any of these, such as chloranisidines or aminohydroquinonedialkyl ethers, a - or b -naphthylamine, 1 - amino - 4 - nitronaphthalene or 1 - amino - 2-methoxynaphthalene or from any aromatic diamines.  The coupling to form the dyestuff may be followed by a hot soaping treatment or by treatment with mild reducing agents such as sodium sulphide, sulphites or hydroquinone to remove nitroso groups introduced by the nitrous acid.  Dispersions of the diazo or coupling components for use in the process may be obtained by use of the dispersion methods of Specifications 219,349, 224,925, 242,393, 242,711, 269,960, 273,819, 273,820, 322,737, or 323,788, [all in Class 2 (iii), Dyes &c.].  Components may be fixed on the material by a steaming treatment prior to the diazotization and development as described in Specification 394,317.  The following examples are specified.  (1) A cellulose acetate yarn is dyed a fast navy blue by entering it into a bath at 30 DEG  C. containing glucose, a turkey red oil dispersion of 4 : 4<1>-diamino-diphenylamine, and a dispersion, with turkey red oil and a little caustic soda, of the 2<1> : 5<1>-dimethoxyanilide of 2 : 3-oxynaphthoic acid, maintaining at 30 DEG  C. for \ba1/4\be hour, heating slowly to 75 DEG  C. maintaining at this temperature for 1 hour, rinsing, working for \ba1/2\be hour in a cold bath containing acetic acid and sodium nitrite, again rinsing, treating in a bath, heated slowly to 75 DEG  C., containing a textile soap and soda ash, and finally rinsing and drying.  (2) A cellulose acetate knitted fabric is dyed a bright blue by entering it into a bath at 30 DEG  C. containing soap, a turkey red oil dispersion of 4-amino-4<1>-ethoxy-diphenylamine and a dispersion, with turkey red oil and a little caustic soda, of the o-toluidide of 2 : 3-oxynaphthoic acid, and further treating as in (1).  (3) A cellulose acetate woven fabric is dyed a fast russet brown by entering it into a bath at 30--40 DEG  C. containing glucose, a turkey red oil dispersion of 4-aminocarbazole and a dispersion, with turkey red oil and a little caustic soda, of the anilide of 2-oxycarbazole-3-carboxylic acid, heating slowly to 75 DEG  C., maintaining at this temperature until a sample, diazotized and soaped, shows that the bath is sufficiently exhausted, rinsing, diazotizing, and further treating as in (1).  (4) A fabric with a cellulose acetate warp and a viscose weft is treated to dye the viscose with Caledon jade green BS by the process of Specification 262,506, [Class 15 (ii), Dyeing, Processes &c. for], and the fast cherry red dyestuff 4-aminocarbazole --> the m-nitranilide of 2 : 3-oxynaphthoic acid is then produced on the cellulose acetate by the method of (3) above.  Specifications 310,779 and 404,363, [both in Class 15 (ii), Dyeing, Processes &c. for], also are referred to. Reference has been directed by the Comptroller to Specifications 219,349, 300,929, and 310,779, [all in Class 15 (ii), Dyeing, Processes &c. for].